Diels Alder Reaction with anthracene and maleic anhydride Draw the mechanism of the reaction performed, including an accurate structural drawing of the product, indicating stereochemistry as...

Diels Alder Reaction with anthracene and maleic anhydride Draw the mechanism of the reaction performed, including an accurate structural drawing of the product, indicating stereochemistry as appropriate. i Preview File Edit View Go Tools Window Help 68%CI, Thu 1:57 PM a :E diels alder anthracene and maleic anhydride.pdf (page 4 of 10) When anthracene's center ring reacts as a diene, the product has two fully aromatic rings, each with six pi electrons, as shown in Equation 3. (Eq. 3) maleic anhydride (dienophile) anthracene adduct) (diene) The reaction is carried out in xylene, which is actually a mixture of the three dimethylbenzenes, for three reasons. First, the 140 °C boiling point provides a good reaction temperature. Second, the xylene mixture does not freeze when it is cooled in ice water. Third, the reactants are more soluble in xylene than is the product, which crystallizes. The product is a relatively stable anhydride. Although anhydrides re- act with water in air, this one reacts slowly and is easily isolated and char- acterized before much hydrolysis occurs to name the product, but 9,10-dihydroanthracene-9,10- ,?-succinic anhy- dride is probably the simplest. . There are several possible ways
Nov 16, 2021
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